Sometimes you just need to get away for the weekend. And whether your getaway is more of a vacation or a staycation in Naples, we can think of no better place to spend a few days than the beautiful historic district of Third Street South, just a few blocks from the Naples Pier beach. Nestled among the charming courtyards and fountains of this picturesque tree-lined street are chic clothing and home decor boutiques, art and antiques galleries, and upscale gift shops. And after a day of shopping, cocktails and dinner al fresco at one of several outstanding restaurants are just steps away.
Here, we’re sharing an itinerary to jump start planning for your weekend in Naples, as well as the ultimate place to stay, right in the heart of it all.
Arrive in Naples
Lunch at The Continental
Shopping on Third Street South
Purple Poppy, Patina Collection, John Craig Clothier, Sequin
Sunset cruise on the Naples Princess or Miss Naples
Dinner at The Bevy
Late-night jazz at The Club Room
Breakfast at Tony’s Off Third
Lunch at Sea Salt
Sunset at the Naples Pier
Dinner at Ridgway Bar & Grill
Ride bikes along Gordon Drive
Brunch at Jane’s Cafe on 3rd
Shopping in the Naples Design District
Republic of Decor, Summerfields, Samantha Drew
Dinner on the patio at The French
WHERE TO STAY IN DOWNTOWN NAPLES
Right in the center of downtown Naples’ best shopping and dining is Third Street South, just a short walk from the beach and the iconic Naples Pier. Forget the hotel—there aren’t any on Third, anyway—and rent La Galleria Loft, a luxury penthouse with a private outdoor terrace. This spacious three-bedroom, three-and-a-half-bath apartment is perched directly above The Bevy, one of our favorite spots for dinner and a glass of wine pre- or post-sunset.
The space has been completely renovated to a designer luxury standard and features a large main living room with two smaller den/TV areas, a fully equipped kitchen with high-quality appliances, lots of space for dining and relaxing (it sleeps up to 10), and even a private hot tub on the balcony.
370 12th Ave. S., Naples
Available for nightly or weekly rentals
Inquire: Online or directly with The Holiday Life (239-349-2494 or firstname.lastname@example.org)